Synthesis of β‐Cyano Ketones Promoted by a Heterogeneous Fluoride Catalyst

In Situ Generated Magnesium Cyanide as an Efficient Reagent for Nucleophilic Cyanation of Nitrosoalkenes and Parent Nitronates

“…(1)‐(3)]. The yields of corresponding nitriles 12 , 14 and 16 were comparable with those previously obtained employing other hydrocyanation reagents.…”

Continuous Flow Organophosphorus Chemistry

“…The same procedure was later revisited for the preparation of -cyano ketones by adding a second packed-bed column filled with trimethylammonium fluoride supported on macroreticular polystyrene (Amb-F). [151] The authors reported a cyclic continuous flow process that involved the two aforementioned packed-bed reactors as well as a reservoir (Figure 65). In a typical run, neat α, -unsaturated ketone 251 and TMSCN were first reacted through PS-TPP (5 mol-%) at 60°C within 4 to 6 h of residence time and then through the fluoride catalyst (Amb-F) Figure 65.…”

“…Solvent-free continuous flow procedure for the preparation of -cyano ketones employing two packed-bed reactors. [151] EurJOC European Journal of Organic Chemistry at 60°C during a variable period (1-24 h). The corresponding cyano compounds 252a-e were obtained in high to excellent yields.…”

Recent Applications of Solid-Supported Ammonium Fluorides in Organic Synthesis

“…The same group also reported a novel protocol for the synthesis of β-cyano ketones promoted by Amb-F under solvent-free conditions. 15 Starting from α,β-unsaturated ketones and trimethylsilyl cyanide (TMSCN) as reactants, a variety of solid fluoride sources were investigated. The optimal conditions obtained are given in Scheme 10 for the representative case of (E)-hept-3-en-2-one (2), which yielded product 23 quantitatively when treated under sol- 7 examples: Amb-F (10-50 mol%), TMSN 3 (1.1-3 equiv.)…”